| (19) |
 |
|
(11) |
EP 0 534 800 A3 |
| (12) |
EUROPEAN PATENT APPLICATION |
| (88) |
Date of publication A3: |
|
16.06.1993 Bulletin 1993/24 |
| (43) |
Date of publication A2: |
|
31.03.1993 Bulletin 1993/13 |
| (22) |
Date of filing: 28.09.1992 |
|
|
| (84) |
Designated Contracting States: |
|
AT BE CH DE DK ES FR GB GR IE IT LI LU NL PT SE |
| (30) |
Priority: |
26.09.1991 US 766611
|
| (71) |
Applicant: ORTHO PHARMACEUTICAL CORPORATION |
|
Raritan, NJ 08869-0602 (US) |
|
| (72) |
Inventor: |
|
- Murray, William V.
Belle Mead, NJ 08502 (US)
|
| (74) |
Representative: Mercer, Christopher Paul et al |
|
Carpmaels & Ransford
43, Bloomsbury Square
London WC1A 2RA
London WC1A 2RA (GB) |
|
| |
|
| (54) |
Regioselective synthesis of 1,5-diaryl pyrazole anti-inflammatory agents |
(57) The invention provides a process for preparing 1,5-diaryl pyrazole anti-inflammatory
agents. A 6-aryl-4,6-dioxohexanoic acid is treated with acetic anhydride or acetyl
chloride to produce an enol lactone, which is added to methylhydroxylamine to generate
the dione hydroxamic acid. This dione hydroxamic acid is then treated with 4-methoxyphenylhydrazine
hydrochloride to yield the 1,5-diaryl pyrazole. Novel intermediate compounds in the
synthetic pathway are also disclosed.